[(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester

Base Information

• Chemical Name: [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester
• CAS No.: 88170-70-1
• Molecular Formula: C₄₂H₃₆N₃O₉P
• Molecular Weight: 757.736

Synonyms:[(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester

Chemical Property of [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester

Chemical Property:

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Technology Process of [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester

There total 8 articles about [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-nitro-benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.5%

Chloro-[(2S,3S)-2-(2,2-dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-acetic acid 2-nitro-benzyl ester (88170-69-8,88199-90-0) + triphenylphosphine (603-35-0) → [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-nitro-benzyl ester (88170-70-1)

Guidance literature:

With 2,6-dimethylpyridine; In 1,4-dioxane; N,N-dimethyl-formamide; at 60 ℃; for 10h;

DOI:10.1248/cpb.31.2578

Reference yield:

phthalic anhydride (85-44-9) → [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-nitro-benzyl ester (88170-70-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 70.5 percent / benzene / 3 h / Heating

2: 62.5 percent / thallium (III) nitrate (TTN) / benzene / 0.25 h / Ambient temperature

3: potassium persulfate/Na₂HPO₄*12H₂O / acetonitrile; H₂O / 0.75 h / 80 °C

4: 89.3 percent / dimethylformamide; benzene / 5 h / Ambient temperature

5: thionyl chloride/2,6-lutidine / tetrahydrofuran / 0.5 h / -20 °C

6: 68.5 percent / 2,6-lutidine / dioxane; dimethylformamide / 10 h / 60 °C

With 2,6-dimethylpyridine; disodium hydrogenphosphate; thionyl chloride; potassium peroxomonosulphate; thallium(III) nitrate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1248/cpb.31.2578

Reference yield:

3-Amino-1-(2,4-dimethoxy-benzyl)-4-[1,3]dithian-2-ylmethyl-azetidin-2-one (88170-55-2,88170-56-3) → [(2R,3R)-2-(2,2-Dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-nitro-benzyl ester (88170-70-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 70.5 percent / benzene / 3 h / Heating

2: 62.5 percent / thallium (III) nitrate (TTN) / benzene / 0.25 h / Ambient temperature

3: potassium persulfate/Na₂HPO₄*12H₂O / acetonitrile; H₂O / 0.75 h / 80 °C

4: 89.3 percent / dimethylformamide; benzene / 5 h / Ambient temperature

5: thionyl chloride/2,6-lutidine / tetrahydrofuran / 0.5 h / -20 °C

6: 68.5 percent / 2,6-lutidine / dioxane; dimethylformamide / 10 h / 60 °C

With 2,6-dimethylpyridine; disodium hydrogenphosphate; thionyl chloride; potassium peroxomonosulphate; thallium(III) nitrate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1248/cpb.31.2578

upstream raw materials:

Chloro-[(2S,3S)-2-(2,2-dimethoxy-ethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-acetic acid 2-nitro-benzyl ester

triphenylphosphine

phthalic anhydride

3-Amino-1-(2,4-dimethoxy-benzyl)-4-[1,3]dithian-2-ylmethyl-azetidin-2-one

Downstream raw materials:

trans-6-phthalimido-1-carbapen-2-em

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